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(S,S)-DACH-pyridyl Trost ligand

CAS 172138-95-3C18H20N4O2Chemical Synthesis

(S,S)-DACH-pyridyl Trost ligand (CAS: 172138-95-3) is a key chiral auxiliary with a molecular weight of 324.38 g/mol. This compound is instrumental in asymmetric synthesis, particularly in catalytic applications. It serves as a valuable ligand in various chemical transformations, enabling the stereoselective synthesis of complex organic molecules. Its precise structure and chiral nature make it indispensable for reactions requiring high enantioselectivity in pharmaceutical and fine chemical research.

IUPAC
(+)-N,N′-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),(1S,2S)-N,N′-1,2-Cyclohexanediylbis(2-pyridinecarboxamide),(1S,2S)-(+)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane,(1S,2S)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
Synonyms
(+)-N,N′-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),(1S,2S)-N,N′-1,2-Cyclohexanediylbis(2-pyridinecarboxamide),(1S,2S)-(+)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane,(1S,2S)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
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(S,S)-DACH-pyridyl Trost ligand (C18H20N4O2) — chemical structure, CAS 172138-95-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands
01 /Applications

Asymmetric Allylic Alkylation

This Trost ligand is specifically noted for its application in asymmetric allylic alkylation reactions. It facilitates the stereocontrolled formation of carbon-carbon bonds, which is crucial in the synthesis of chiral compounds.

Chiral Catalyst Development

As a chiral ligand, it is employed in the development of homogeneous catalysts for asymmetric transformations. Its coordination to transition metals enables enantioselective catalysis in various organic syntheses.

Fine Chemical Synthesis

It plays a role in the multi-step synthesis of complex fine chemicals and pharmaceutical intermediates where precise stereochemistry is paramount. Its use allows for the efficient generation of enantiomerically pure products.

02 /Properties
Molecular weight324.38
Empirical formulaC18H20N4O2
Assay95%
Optical activity[α]20/D +98°, c = 1 in methanol
Storage temperature2-8°C
ApplicationTrost Ligands for Asymmetric Allylic Alkylation
Melting point171-176 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H302Harmful if swallowed
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22-36/37/38
Safety statements (S)26-36/37

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
172138-95-3
MDL number
MFCD02684544
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (S,S)-DACH-pyridyl Trost ligand used for?

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This ligand is primarily used in asymmetric synthesis, notably in Trost's asymmetric allylic alkylation reactions, and for the development of chiral catalysts for enantioselective transformations in the fine chemical and pharmaceutical industries.

What are the CAS number and formula for (S,S)-DACH-pyridyl Trost ligand?

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The CAS number is 172138-95-3, and its empirical formula (Hill notation) is C18H20N4O2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (S,S)-DACH-pyridyl Trost ligand with an assay of 95%. This product is supplied for research and development purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.

How should (S,S)-DACH-pyridyl Trost ligand be handled?

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Handle with care. It is classified as harmful if swallowed and causes skin and serious eye irritation, and may cause respiratory irritation. Recommended personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Store at 2-8°C.

Is this product suitable for pharmaceutical manufacturing?

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This product is supplied as a research chemical with 95% purity. While it is used in syntheses relevant to the pharmaceutical industry, it is not supplied in pharmacopoeia grades (USP, EP, BP). Customers should evaluate its suitability for their specific manufacturing processes.

How is (S,S)-DACH-pyridyl Trost ligand shipped?

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This product is typically shipped and exported under controlled conditions suitable for fine chemicals, adhering to all relevant international shipping regulations for chemical substances.

How can I request a quote or sample?

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Please contact our sales department via the website or direct email to request a quotation or to inquire about obtaining a sample for evaluation.

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